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Data · dataset · 2026

Enantioconvergent Deoxygenative Amination via Xanthate Esters by a Decarboxylative Relay

Listed in ZivaHub and Deakin Research Online and DMU Figshare — shown once because both records carry DOI 10.1021/jacs.6c15980.s001

The direct conversion of alcohols to amines through deoxygenative radical pathways can provide a versatile strategy for constructing C(sp<sup>3</sup>)–N bonds from simple and abundant precursors, yet catalytic enantioconvergent variants remain undeveloped.

Description

We report herein a previously unexplored enantioconvergent deoxygenative amination that proceeds by radical activation of alcohol-derived xanthates via a decarboxylative radical relay process.

This transformation is enabled by the merger of acridine photocatalysis, which mediates radical generation, and chiral cobalt(salen) catalysis, which mediates asymmetric radical–polar crossover, producing α-chiral benzylic amines under mild conditions. The method provides efficient access to medicinally relevant amine scaffolds with high enantioselectivity. Mechanistic studies revealed a radical gating manifold in which the cobalt catalyst selectively mediates the C–N coupling with the benzylic radical in preference to a competing decarboxylative amination pathway.

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Computational investigations further elucidated the structural and electronic factors governing xanthate activation, C–O bond homolysis, and the enantioselective radical gating by the cobalt catalyst. Together, these findings establish a mechanistically distinct platform for asymmetric deoxygenative C–N bond formation and highlight the broader potential of cobalt-catalyzed radical gating based on the radical–polar crossover in the development of enantioconvergent radical relay transformations.

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Provenance · 3 source records, 23 field assertions
SourceKeyLast seenRaw
ZivaHuboai:figshare.com:article/340417015 d agoJSON v1
Deakin Research Onlineoai:figshare.com:article/340417015 d agoJSON v1
DMU Figshareoai:figshare.com:article/340417015 d agoJSON v1
FieldAssertionExtractorEvidence
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concepts[field].anzsrc:group:3204mapping · zivahub uct ac zavocabulary-mapper@1.0.0keywords['Immunology']
concepts[field].anzsrc:group:3204mapping · dro deakin edu auvocabulary-mapper@1.0.0keywords['Immunology']
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